Vacation Rentals in Fairfield, CT

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Fairfield, CT holiday rentals
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355 Holiday rentals and Airbnb in Fairfield, CT

Best family friendly Fairfield, CT holiday rentals

Among the 355 accommodations in Fairfield, CT, here are the 4 best family friendly rentals

Fairfiedl Retreat - Fairfield, CT
No reviews

Fairfiedl Retreat

chalet, Fairfield
This lodge in Fairfield is located approximately 3 kilometres from Fairfield University, Regina A. Quick Centre for the Arts, and Bellarmine Museum of Art, and about 5 kilometres from Longfellow Park and South Benson Marina, with Fairfield Metro Station a 21-minute walk away.
This family-friendly chalet offers complimentary Wi-Fi in common areas, free on-site parking, a garden with a gas barbecue, and a picnic area, and is a short distance from outdoor recreation opportunities.
Renovated Cape Near Beach, With Fire Pit And Bbq - Fairfield, CT
10 114 reviews

Renovated Cape Near Beach, With Fire Pit And Bbq

apartment, Fairfield
This three-bedroom house, situated in a quiet Fairfield residential neighbourhood, is minutes from Fairfield University and Sacred Heart University, and conveniently close to attractions such as the Norwalk Aquarium and Beardsley Zoo.
Sleeping up to nine guests, this pet-friendly property boasts a fully equipped kitchen, two newly renovated bathrooms, a spacious garden with BBQ, and fast Wi-Fi with Roku-enabled TVs; ideal for families visiting students or enjoying Fairfield's attractions.
Cozy Cottage With Fire Pit, Near Beach, 1 Mile To Nyc Train - Fairfield, CT
10 39 reviews

Cozy Cottage With Fire Pit, Near Beach, 1 Mile To Nyc Train

apartment, Fairfield
This Fairfield property is situated within 5km of Fairfield University, the Bellarmine Museum of Art, Longfellow Park, Bridgeport's Downtown South Historic District, and Seaside Park, and an 18-minute walk from Fairfield Metro station.
This four-bedroom, two-bathroom house sleeps eight guests and boasts a fully equipped kitchen (fridge, microwave, dishwasher), air conditioning, a garden, parking, Wi-Fi, and an on-site games room; pets are welcome.
Spacious Family Home, Sleeps 10, Pet Friendly - Fairfield, CT
9.6 49 reviews

Spacious Family Home, Sleeps 10, Pet Friendly

apartment, Bridgeport
This four-bedroom apartment is located in Brooklawn, a residential neighbourhood in Bridgeport, just a few kilometres from Fairfield University, Sacred Heart University, and the University of Bridgeport. It has consistently received excellent ratings for its location, cleanliness, and overall experience.
The apartment is perfect for families or groups of up to 10 guests, offering a comfortable living space with two bathrooms and a fully equipped kitchen. It includes a dedicated office space, a garden, parking, and air conditioning, making it ideal for both work and leisure.

Best Fairfield, CT holiday rentals with a pool

Among the 355 accommodations in Fairfield, CT, here are the 4 best rentals with a pool

Home In Fairfield - Fairfield, CT
9.8 13 reviews

Home In Fairfield

apartment, Fairfield
This modern house is located in Fairfield, just a short distance from the town centre and a kilometre from the freeway exit and Metro North station. The area is quiet and residential, with easy access to shops, restaurants and amenities.
This five-bedroom property can comfortably accommodate up to ten guests. The house includes a fully equipped kitchen, a spacious living area, a private garden and a swimming pool. Guests can enjoy a range of amenities, including a fitness centre, a games room, a barbecue area and a mudroom with direct access to the pool.
Characterful Iconic Weston Lodge. - Fairfield, CT
No reviews

Characterful Iconic Weston Lodge.

apartment, Weston
This tranquil four-bedroom flat, offering a unique getaway experience, is located in a peaceful residential area of Weston, a short distance from the town centre and its shops and restaurants.
This spacious accommodation for six guests boasts air conditioning, a swimming pool, jacuzzi, garden, and parking, with a kitchen equipped with a fridge and dishwasher.
Spacious Cottage Loft - Fairfield, CT
10 111 reviews

Spacious Cottage Loft

apartment, Bridgeport
The Spacious Cottage Loft is located in Black Rock, a charming seaside neighbourhood in Bridgeport, Connecticut, set on the grounds of a historic Victorian house dating back to the 1840s. The cottage has received excellent ratings for location, cleanliness, and user experience, making it a popular choice for travellers.
The cottage has one bedroom and one bathroom, comfortably accommodating two guests. It offers a range of amenities including a fully equipped kitchen, two smart TVs, a dedicated workspace, a private patio, and access to a swimming pool during the warmer months.
Bright Zen Studio - Fairfield, CT
9.2 30 reviews

Bright Zen Studio

apartment, Fairfield
This Fairfield apartment is located on a quiet historic street, just a block away from the lively Post Road, offering easy access to shops, restaurants and the town centre. The property has received excellent ratings for its cleanliness, location and overall experience.
The home is spacious and designed to evoke a relaxed beach atmosphere. Guests can enjoy outdoor dining by the pool, relax in the garden, and make use of the fully equipped kitchen, which includes a dishwasher, fridge, freezer and microwave.

Frequently asked questions about holiday rentals in Fairfield, CT

  • What are the must-see sights in Fairfield, Connecticut?

    Fairfield boasts a lovely mix of historical sites and natural beauty. You definitely want to check out the Fairfield Museum and History Center to learn about the town's rich past. Lake Mohegan is gorgeous for a stroll or picnic, and the charming downtown area offers plenty of boutique shopping and places to grab a bite to eat. The historic Old Town Hall is also worth a visit.
  • What are the best Airbnb and holiday rentals in Fairfield, CT?

    The Inn At Fairfield Beach, Southport - Ct Across From Beach and Cozy Home Away From Home are the most popular Airbnb and holiday rentals in Fairfield, CT among travellers.

  • Are there any unique natural phenomena in Fairfield, Connecticut?

    Fairfield doesn't have any dramatic, unique natural phenomena like geysers or massive caves. However, its location on Long Island Sound provides beautiful coastal scenery, and the diverse ecosystems within Lake Mohegan and the surrounding areas offer opportunities for birdwatching and nature walks. The beaches are also a key attraction.
  • What are the most popular Airbnbs in Fairfield, CT?

  • What essentials should you bring along to Fairfield, Connecticut?

    Pack comfortable walking shoes, as you'll likely be doing a lot of exploring on foot. Depending on the time of year, bring layers of clothing as the weather can be unpredictable. Sunscreen and insect repellent are always good ideas, especially during the warmer months. Don't forget your swimwear if you plan on hitting the beach!
  • What are the best holiday rentals with a pool in Fairfield, CT?

  • What famous events or festivals are happening in Fairfield, Connecticut?

    Fairfield hosts various local events throughout the year. Information on specific dates and events is best found closer to your travel dates by checking the town's official website or local event listings. There isn't one single, nationally renowned festival that defines Fairfield.
  • What are the best rentals for families and kids in Fairfield, CT?

  • Where can you find the best restaurants serving local dishes in Fairfield, Connecticut, and what are the must-try specialties?

    Fairfield has a diverse culinary scene. For fresh seafood, try one of the restaurants along the coast. There are also many excellent Italian restaurants reflecting the area's heritage. Specific restaurant recommendations change frequently, so checking local reviews closer to your visit is recommended. There isn't one single 'must-try' Fairfield specialty, but the emphasis is on fresh, local ingredients.
  • What are the best rentals or Airbnbs with a jacuzzi in Fairfield, CT?

  • What are some less-famous attractions in Fairfield, Connecticut that are worth a visit?

    The Pequotsepos Nature Center offers lovely nature trails and educational exhibits. Exploring the various smaller parks and beaches scattered throughout town can also be a rewarding experience. Many of Fairfield's residential areas have beautiful architecture and charming streets to wander.
  • What are the best activities for engaging with locals and understanding their culture in Fairfield, Connecticut?

    Visiting local farmers' markets is a great way to interact with residents and sample local produce. Attending community events or local festivals (check local listings for schedules) can also provide opportunities to meet people. Simply striking up conversations with people in local shops or cafes is another way to experience the local culture.
  • What unique natural landscapes and terrain features can travellers explore in Fairfield, Connecticut?

    Fairfield's landscape is characterised by its coastal location, with beaches and the Long Island Sound. Inland, you'll find rolling hills, wetlands, and several smaller lakes and ponds, including Lake Mohegan. The terrain is generally fairly flat, making it easy to explore on foot or by bicycle.
  • How many days are ideal for a visit to Fairfield, Connecticut, and what are some itinerary suggestions?

    Two to three days is a good amount of time to explore Fairfield's main attractions. A possible itinerary could include: Day 1: Explore downtown, visit the Fairfield Museum and History Center, enjoy a meal by the water. Day 2: Spend time at Lake Mohegan, relax on the beach, and explore one of the smaller parks. Day 3: Visit the Pequotsepos Nature Center and perhaps take a scenic drive along the coast.

Nearby regions

Best Fairfield, CT holiday rentals with a balcony

Cozy Cottage With Fire Pit - Fairfield, CT
No reviews

Cozy Cottage With Fire Pit

chalet, Fairfield
This lodge in Fairfield is located approximately 3 kilometres from Fairfield University, the Regina A. Quick Centre for the Arts, and the Bellarmine Museum of Art, with Longfellow Park and South Benson Marina situated around 5 kilometres away.
This chalet offers complimentary Wi-Fi in common areas, free self-parking, on-site laundry facilities, a garden, gas barbecue, a picnic area, and a lobby fireplace, making it a suitable option for those seeking accommodation with amenities and proximity to educational and cultural sites.
2-bedroom Modern Apartment For Relaxing Stays - Fairfield, CT
No reviews

2-bedroom Modern Apartment For Relaxing Stays

apartment, Bridgeport
This two-bedroom flat is situated in Bridgeport's West End - West Side, offering convenient access to Silver Sands State Park and The Coastal Centre at Milford Point, with Beardsley Zoo and the Regina A. Quick Centre for the Arts also within proximity.
This accommodation for four guests boasts air conditioning, a balcony, and parking, with nearby attractions including the Hartford HealthCare Amphitheatre and Total Mortgage Arena, making it ideal for exploring local events and natural beauty.
Luxury Designer 2 Bedroom+office/3bed Vacation Home. - Fairfield, CT
9.6 26 reviews

Luxury Designer 2 Bedroom+office/3bed Vacation Home.

apartment, Bridgeport
This three-bedroom flat is located in the Brooklawn-St. Vincent neighbourhood of Bridgeport, just a short distance from downtown and major highways. It has received excellent user ratings and is ideal for families or groups of friends.
The apartment spans 139 square metres and comfortably accommodates up to five guests. It is fully furnished and features a modern kitchen, a private terrace, a garden, and parking, making it a perfect choice for those looking for a comfortable and convenient stay in Bridgeport.
Charming &Spacious 3bd, 1ba, Fam-friendly-yard&porch - Fairfield, CT
10 3 reviews

Charming &Spacious 3bd, 1ba, Fam-friendly-yard&porch

apartment, Fairfield
This Fairfield West End apartment, conveniently located near Beardsley Zoo and the Discovery Museum, offers easy access to Fairfield's attractions.
The 93 square metre (1000 square foot) property sleeps seven guests across four bedrooms and one bathroom, boasting a fully equipped kitchen, garden, terrace, parking, and a bonus games room (additional fee applies) featuring a pool table, darts, arcade game, and table football.

Best Fairfield, CT holiday rentals with parking

Fairfield Cottage -Top Rated Gem, Fire Pit, Near Beach, 90 Min To Nyc - Fairfield, CT
9.5 4 reviews

Fairfield Cottage -Top Rated Gem, Fire Pit, Near Beach, 90 Min To Nyc

house, Fairfield
This charming cottage is located in Fairfield, just 18 kilometres from Silver Sands State Park, 22 kilometres from Connecticut Post Mall Shopping Centre, and 32 kilometres from The Yale Bowl, offering a peaceful retreat away from the hustle and bustle. It has consistently received excellent ratings for location, cleanliness, and overall user experience.
The cottage features three bedrooms and one bathroom, spanning 130 square metres and comfortably accommodating up to six guests. It boasts a fully equipped kitchen, private patio, air conditioning, complimentary Wi-Fi, and private parking, along with a garden and outdoor play equipment for families.
Cape On The Water - Fairfield, CT
9.9 111 reviews

Cape On The Water

apartment, Bridgeport
This charming Cape Cod house is situated in the peaceful residential area of Black Rock, Bridgeport, just a short distance from Fairfield, with views of Ash Creek and Long Island Sound. The property enjoys excellent ratings for its location, cleanliness, and overall guest experience.
The house has two bedrooms and two bathrooms, comfortably accommodating up to four guests. Amenities include a fully equipped kitchen, a spacious deck overlooking the water, off-street parking, a washer and dryer, fast Wi-Fi, two smart TVs, and a pet-friendly policy for smaller, non-shedding breeds.
Golden Colonial Home - Fairfield, CT
9.6 209 reviews

Golden Colonial Home

apartment, Bridgeport
This two-bedroom apartment is situated in a central Bridgeport neighbourhood, just minutes from Seaside Park Beach, Jennings Beach, and Saint Mary's by the Sea, offering easy access to the city's attractions and natural beauty. It has received excellent ratings for location, cleanliness, and user experience, making it a great choice for travellers looking for a comfortable and well-maintained place to stay.
This flat comfortably accommodates up to six guests and features a spacious living room with a 55-inch TV and board games, a well-equipped kitchen with a dining table, and a newly renovated bathroom. Modern amenities, off-street parking, and a recording camera overlooking the entrance provide added convenience and security for guests.
4 Mi To Beach & Dtwn! Charming Fairfield Home - Fairfield, CT
10 1 review

4 Mi To Beach & Dtwn! Charming Fairfield Home

apartment, Fairfield
This apartment is situated in Fairfield's Tunxis Hill district, offering convenient access to Fairfield University (3.2 kilometres), downtown Bridgeport (6.4 kilometres), and local beaches.
This 139 square metre flat accommodates up to nine guests with four bedrooms and two bathrooms, featuring a well-equipped kitchen, air conditioning, a garden, and parking, alongside outdoor dining facilities and a fire pit for entertaining.
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